ATE93518T1 - ENANTIOMERIC DERIVATIVES OF AMINO ACID, PROCESS FOR THEIR PREPARATION AND THEIR THERAPEUTIC USE. - Google Patents

ENANTIOMERIC DERIVATIVES OF AMINO ACID, PROCESS FOR THEIR PREPARATION AND THEIR THERAPEUTIC USE.

Info

Publication number
ATE93518T1
ATE93518T1 AT88402944T AT88402944T ATE93518T1 AT E93518 T1 ATE93518 T1 AT E93518T1 AT 88402944 T AT88402944 T AT 88402944T AT 88402944 T AT88402944 T AT 88402944T AT E93518 T1 ATE93518 T1 AT E93518T1
Authority
AT
Austria
Prior art keywords
amino acid
preparation
therapeutic use
enantiomeric derivatives
enantiomeric
Prior art date
Application number
AT88402944T
Other languages
German (de)
Inventor
Pierre Duhamel
Lucette Duhamel
Denis Danvy
Jean-Christophe Plaquevent
Bruno Giros
Claude Gros
Jean-Charles Schwartz
Jeanne-Marie Lecomte
Original Assignee
Bioprojet Soc Civ
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bioprojet Soc Civ filed Critical Bioprojet Soc Civ
Application granted granted Critical
Publication of ATE93518T1 publication Critical patent/ATE93518T1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00—Thiocarboxylic acids
    • C07C327/20—Esters of monothiocarboxylic acids
    • C07C327/32—Esters of monothiocarboxylic acids having sulfur atoms of esterified thiocarboxyl groups bound to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Abstract

The (R) or (S) isomer of acetorphan or N-/(acetylthiomethyl)-2-oxo-1-phenyl-3-propyl/(S) alanine methyl ester is prepared by splitting of racemic acetylthio-3-benzyl-2-propanoic acid by reaction with ephedrin, separation of the enantiomeric salt obtained, then freeing of the acid and coupling with the corresponding amino acid ester. The obtained preparations possess remarkable therapeutic activities and can notably be used as drugs.
AT88402944T 1987-11-24 1988-11-24 ENANTIOMERIC DERIVATIVES OF AMINO ACID, PROCESS FOR THEIR PREPARATION AND THEIR THERAPEUTIC USE. ATE93518T1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8716239A FR2623498B1 (en) 1987-11-24 1987-11-24 NOVEL ENANTIOMERIC COMPOUNDS DERIVED FROM AMINO ACIDS, PROCESS FOR THEIR PREPARATION AND THERAPEUTIC APPLICATIONS
EP88402944A EP0318377B1 (en) 1987-11-24 1988-11-24 Enantiomeric derivatives of amino acids, process for their preparation and their pharmaceutical applications

Publications (1)

Publication Number Publication Date
ATE93518T1 true ATE93518T1 (en) 1993-09-15

Family

ID=9357085

Family Applications (1)

Application Number Title Priority Date Filing Date
AT88402944T ATE93518T1 (en) 1987-11-24 1988-11-24 ENANTIOMERIC DERIVATIVES OF AMINO ACID, PROCESS FOR THEIR PREPARATION AND THEIR THERAPEUTIC USE.

Country Status (7)

Country Link
US (3) US5208255A (en)
EP (1) EP0318377B1 (en)
JP (2) JP2529172B2 (en)
AT (1) ATE93518T1 (en)
DE (1) DE3883495T2 (en)
ES (1) ES2059554T3 (en)
FR (1) FR2623498B1 (en)

Families Citing this family (37)

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FR2623498B1 (en) * 1987-11-24 1990-04-06 Bioprojet Soc Civ NOVEL ENANTIOMERIC COMPOUNDS DERIVED FROM AMINO ACIDS, PROCESS FOR THEIR PREPARATION AND THERAPEUTIC APPLICATIONS
US5223516A (en) * 1990-03-22 1993-06-29 E. R. Squibb & Sons, Inc. 3,3,3-trifluoro-2-mercaptomethyl-N-tetrazolyl substituted propanamides and method of using same
FR2673105B1 (en) * 1991-02-26 1995-01-13 Bioprojet Soc Civ NOVEL PHARMACEUTICAL COMPOSITIONS, ESPECIALLY FOR THE TREATMENT OF FUNCTIONAL COLOPATHIES, AND METHODS OF PREPARING COMPOSITIONS AND MEDICAMENTS, ESPECIALLY FOR THE TREATMENT OF THESE CONDITIONS.
FI922867A (en) * 1991-06-21 1992-12-22 Tanabe Seiyaku Co DICARBONY FOR DIFFERENTIAL FARMS FOR FRAMSTAELLNING AV DEM
FR2684553B1 (en) * 1991-12-10 1995-04-07 Bioprojet Soc Civ NEW MEDICINES FOR THE TREATMENT OF ARTERIAL HYPERTENSION, CHRONIC HEART FAILURE, RENAL FAILURE AND, IN GENERAL, CONDITIONS CAUSING HYDROSODED RETENTION.
JPH06199850A (en) * 1992-12-28 1994-07-19 Tanabe Seiyaku Co Ltd Indole-containing peptide and its production
US5760241A (en) * 1995-12-28 1998-06-02 Zambon Group S.P.A. Thiol derivatives with metallopeptidase inhibitory activity
FR2744446B1 (en) * 1996-02-05 1998-04-17 Bioprojet Soc Civ ASYMMETRICAL SYNTHESIS OF S-ACYL DERIVATIVES OF 2-MERCAPTOMETHYL 3-PHENYL PROPANOIC ACID, APPLICATION TO THE SYNTHESIS OF N- (MERCAPTOACYL) AMINO-ACID DERIVATIVES
AU3708397A (en) 1996-08-02 1998-02-25 Kaneka Corporation Sulfonic ester derivatives, process for preparing the same, and use thereof
DE69906849T2 (en) 1998-02-16 2004-01-22 Ajinomoto Co., Inc. Process for the preparation of optically active phenylpropionic acid derivative
GB0015490D0 (en) * 2000-06-23 2000-08-16 Smithkline Beecham Lab Novel formulations
US6992075B2 (en) * 2003-04-04 2006-01-31 Barr Laboratories, Inc. C(14) estrogenic compounds
JP2011517313A (en) 2007-12-11 2011-06-02 ビアメト ファーマシューティカルズ，インク． Metalloenzyme inhibitors that use a metal binding moiety in combination with a targeting moiety
WO2009077386A1 (en) 2007-12-17 2009-06-25 F. Hoffmann-La Roche Ag Process for synthesis of tritiated and deuterated thiorphan and acetorphan
FR2950362B1 (en) * 2009-09-21 2011-10-21 Univ Clermont Auvergne USE OF K2P POTASSIUM CHANNEL ACTIVATORS AS ANALGIC.
US8993631B2 (en) * 2010-11-16 2015-03-31 Novartis Ag Method of treating contrast-induced nephropathy
CA2819153A1 (en) 2010-12-15 2012-06-21 Theravance, Inc. Neprilysin inhibitors
CN105061314A (en) 2010-12-15 2015-11-18 施万生物制药研发Ip有限责任公司 Neprilysin inhibitors
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WO2012154249A1 (en) 2011-02-17 2012-11-15 Theravance, Inc. Substituted aminobutyric derivatives as neprilysin inhibitors
CN103596928B (en) 2011-05-31 2017-02-15 施万生物制药研发Ip有限责任公司 Neprilysin inhibitors
CN103748070B (en) 2011-05-31 2015-06-24 施万生物制药研发Ip有限责任公司 Neprilysin inhibitors
EP2714660B1 (en) 2011-05-31 2018-09-26 Theravance Biopharma R&D IP, LLC Neprilysin inhibitors
TWI560172B (en) 2011-11-02 2016-12-01 Theravance Biopharma R&D Ip Llc Neprilysin inhibitors
WO2013181332A1 (en) 2012-05-31 2013-12-05 Theravance, Inc. Nitric oxide donor neprilysin inhibitors
AU2013271537B2 (en) 2012-06-08 2017-05-11 Theravance Biopharma R&D Ip, Llc Neprilysin inhibitors
ES2710932T3 (en) 2012-06-08 2019-04-29 Theravance Biopharma R&D Ip Llc Neprilysin inhibitors
US9801819B2 (en) 2012-06-28 2017-10-31 Johnson & Johnson Consumer Inc. Racecadotril compositions
RU2632441C2 (en) 2012-06-28 2017-10-04 МакНЕЙЛ-ППС, ИНК. Lipid compositions of racecadotril
RS55797B1 (en) 2012-08-08 2017-08-31 Theravance Biopharma R&D Ip Llc Neprilysin inhibitors
LT2964616T (en) 2013-03-05 2017-07-25 Theravance Biopharma R&D Ip, Llc Neprilysin inhibitors
US9585882B2 (en) 2014-01-30 2017-03-07 Theravance Biopharma R&D Ip, Llc Neprilysin inhibitors
AU2015210983B2 (en) 2014-01-30 2018-10-04 Theravance Biopharma R&D Ip, Llc Neprilysin inhibitors
MA40859A (en) 2014-10-29 2017-09-05 Johnson & Johnson Consumer Inc CADOTRIL PARTICLES
SG11201706308RA (en) 2015-02-11 2017-09-28 Theravance Biopharma R&D Ip Llc (2s,4r)-5-(5'-chloro-2'-fluorobiphenyl-4-yl)-4-(ethoxyoxalylamino)-2-hydroxymethyl-2-methylpentanoic acid as neprilysin inhibitor
PL3259255T3 (en) 2015-02-19 2021-07-26 Theravance Biopharma R&D Ip, Llc (2r,4r)-5-(5'-chloro-2'-fluorobiphenyl-4-yl)-2-hydroxy-4-[(5-methyloxazole-2-carbonyl)amino]pentanoic acid
MX2018010727A (en) 2016-03-08 2019-01-24 Theravance Biopharma R&D Ip Llc Crystalline(2s,4r)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl] -4-yl)-2-(ethoxymethyl)-4-(3-hydroxyisoxazole-5-carboxamido)-2-m ethylpentanoic acid and uses thereof.

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2480747A1 (en) * 1980-04-17 1981-10-23 Roques Bernard AMINO ACID DERIVATIVES AND THEIR THERAPEUTIC APPLICATION
US4798904A (en) * 1983-10-03 1989-01-17 E. R. Squibb & Sons, Inc. Certain [(lower alkanoyl-thio)methyl-1-oxo-3-phenyl propyl amino]benzene lower alkanoic acid or ester derivatives which inhibit enkephalinase
FR2559770B1 (en) * 1984-02-20 1986-10-24 Roussel Uclaf NOVEL N-ALKYL-O-MERCAPTOPROPANAMIDE DERIVATIVES, PROCESSES FOR THEIR PREPARATION, THEIR USE AS MEDICAMENTS, THE COMPOSITIONS CONTAINING THEM AND THE NEW INTERMEDIATES OBTAINED
US4740499A (en) * 1986-07-28 1988-04-26 Monsanto Company Method of enhancing the bioactivity of atrial peptides
FR2623498B1 (en) * 1987-11-24 1990-04-06 Bioprojet Soc Civ NOVEL ENANTIOMERIC COMPOUNDS DERIVED FROM AMINO ACIDS, PROCESS FOR THEIR PREPARATION AND THERAPEUTIC APPLICATIONS

Also Published As

Publication number Publication date
FR2623498A1 (en) 1989-05-26
US5331008A (en) 1994-07-19
DE3883495D1 (en) 1993-09-30
EP0318377A2 (en) 1989-05-31
JPH0859606A (en) 1996-03-05
ES2059554T3 (en) 1994-11-16
EP0318377A3 (en) 1990-03-07
EP0318377B1 (en) 1993-08-25
DE3883495T2 (en) 1993-12-09
JPH02161A (en) 1990-01-05
US5296509A (en) 1994-03-22
FR2623498B1 (en) 1990-04-06
JP2537159B2 (en) 1996-09-25
JP2529172B2 (en) 1996-08-28
US5208255A (en) 1993-05-04

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Legal Events

Date Code Title Description
UEP Publication of translation of european patent specification
EELA Cancelled due to lapse of time